Nicotinic Acid → N-[2-(5-Methyl-3-phenyl-isoxazol-4-yl)-imidazo[1,2-a]pyridin-7-yl]-nicotinamide

HRID 731648Notes

Reaction equation

HRID 731648 reaction equation
[CH3:1][C:2]1[O:6][N:5]=[C:4]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[C:3]=1[C:13]1[N:14]=[C:15]2[CH:20]=[C:19]([NH2:21])[CH:18]=[CH:17][N:16]2[CH:22]=1.[C:23](O)(=[O:30])[C:24]1[CH:29]=[CH:28][CH:27]=[N:26][CH:25]=1>>[CH3:1][C:2]1[O:6][N:5]=[C:4]([C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=2)[C:3]=1[C:13]1[N:14]=[C:15]2[CH:20]=[C:19]([NH:21][C:23](=[O:30])[C:24]3[CH:29]=[CH:28][CH:27]=[N:26][CH:25]=3)[CH:18]=[CH:17][N:16]2[CH:22]=1

Participants

3

Reactant 2

HCID 938Nicotinic AcidHCID 247388302-(5-Methyl-3-phenyl-isoxazol-4-yl)-imidazo[1,2-a]pyridin-7-ylamine

Product 1

HCID 24738834N-[2-(5-Methyl-3-phenyl-isoxazol-4-yl)-imidazo[1,2-a]pyridin-7-yl]-nicotinamideYield 14%

Procedure

As described for Example 48, 2-(5-methyl-3-phenyl-isoxazol-4-yl)-imidazo[1,2-a]pyridin-7-ylamine (92 mg, 0.32 mmol) was converted, using nicotinic acid instead of cyclopropanecarboxylic acid, to the title compound (19.4 mg, 14%) which was obtained as an off-white solid. MS: m/e=396.0 [M+H]+.

Sources & evidence

ORD record
ord-b03bf1bbf72a498d9190484508eba366
Source dataset
uspto-grants-2009_09
Patent number
US07585874B2

Reaction notes

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